Blue dye and process of making same.



UNITED STATES PATENT OFFICE.

OSCAR BALLY, OF MANNHEIM, AND

HUGO VVOLFF, OF LUDW'IGSHAFEE- ON-THE-RHINE, GERMANY, ASSIGNORSTO BADISCHE ANILIN & SODA F ABRIK, OF LUDWIGSHAFEN-ON-THE-RHINE, GERMANY, A CORPORA- TION.

BLUE DYE AND PROCESS OF MAKING SAME.

To all whom it may concern;

Be it known that we, OSCAR BA'LLY, a citizen of the Swiss Republic, residing at Mannheim, in the Grand Duchy of. Baden, and HUGO WOLFF, a subject of the Grand Duke of Baden, residin at Ludwigshafen-on-the-Rhine, in the King om of Bavaria, German Empire, doctors of philosoph and chemists, have invented new and use l Improvements in Anthracene Dyes and Processes of Making the Same, of which the following is a specification.

New compounds of the anthracene series containing a benzanthrone grou can be obtained by condensing certain ant racene compTounds with glycerin. (See Letters Patents os. 786,085, 787,859, and 798,104.) It has been discovered that these new benzanthrones upon being treated with caustic alkali ield valuable colorin -matt ers possessing yeing pro erties similar to those of in-' danthrene, an this invention has been described in an application for a patent filed on January 31, 1905, Serial No. 243,571, which contains generic claims for coloring-matters which can be produced by treatin a benzanthrone with caustic alkali and a so for the process for producing the same.

In the present application we make no generic claim for the production of colorin matters from benzanthrones and for the co oring-matters themselves; but we Wish to claim specifically the coloring-matters obtainable by treating with caustic alkali a benzanthrone which can be obtained by condensing with lycerin a halo en anthracene body (as descri ed in Unitef States Letters Patent No. 809,894, dated Janua 9, 1906) and the process for production of t ese coloring-matters. They are'soluble in concentrated sulfuric acid, iving violet to brown solutions, and they issolve in alkaline hy drosu te, yielding *blue to bluish-red vats whip dye vegetable fiber, substantively giving violet to blue shades. In particular the coloring-matter obtainable'from chlor-benzanthrone yields a blue-red vat with alkaline hydrosulfite.

The following'will serve to further illus- S'peciflcation of Letters Patent.

Application filed October 11. 1905. Serial No. 282,319.

Patented. April 17, 1906.

trate the nature of our invention, which,however, is not confined to this example. The parts are by wei ht. Introduce-one (1) part of chlor-benrant rone ,(obtainedfrom beta- 'chloranthraquinone and glycerin) into a mixture of four (4) parts of caustic potash and four (4) arts of.absolute alcohol at a temperature 0 one hundred and fifty degrees centigrade and then continue heating for half an hour (thirty minutes) at a temperature of one hundred and eighty degrees centigrade. Allow to cool, boil with water, and filter off and wash the coloring-matter, which when dry is a blue-black powder insoluble in Water and in dilute acids and alkalies. It is soluble in concentrated sulfuric acid (the solution being ,a dull violet-brown) and in twenty-three (23) per cent. oleum, (the solution being a dull brown.)- In nitrobenzene and also in quinolin it yields red-violet solu* tions with a red fluorescence. Itdissolves in alkaline hydrosulfite, givin ablue-red vat which dyes vegetable fiber b ue-violet, which ihades upon washing become blue and very ast.

Now what we claim is 1. The process for the production of anthracene coloring-matters by treating with caustic alkali a hereinbefore-defined benzanthrone compound obtainable by condensing together ahalogen anthracene body and glycerm.

2. The process for the production of anthracene coloring-matter by treating chlorbenzanthrone with caustic alkali.

3. As new articles of manufacture, the anthracene coloring-matters which can be 0b-v tai'ned by treating with caustic alkali a benzanthrone obtainable from a halogen anthracene body, which coloring-matters dissolve in concentrated sulfuric acid, yielding violet to line hydrosulfite yielding blue to bluish-red vats which dye vegetable fiber substantively giving violet to blue shades.

4. As a new article of manufacture the anthracene coloring-matter which can be obbrown solutions, and which dissolve in alkatained by treatin chlor-benzanthrone with set our hands in the presence of two subscribcaustic alkali, W "ch coloring-matter disl ing witnesses. solves in concentrated sulfuric acid yielding a violet-brown solution, and which dissolves 5 in alkaline hydrosulfite yielding a bluish-red vat which dyes vegetable fiber substantively l Witnesses: yielding blue shades. ERNEST F. EHRHARDT, In testimony whereof we have hereunto J. ALEO. LLOYD.

OSCAR BALLY. HUGO WOLFF.

It is hereby certified that :in ,Letters Patent No. 818,336, granted April 17, 1906, upon the application of Oscar Bally, of Mannheim, and Hugo Wolff, of Ludwigshafenon-the-Rhine, Gerniany, the title of the invention was erroneously written and printed Blue Dyes and Processes of Making Same, whereas the said title should have been written and printed Anthracene Dyes and Prdcesaes of Making Same, and in line 51, pagel, the compound word chlor-bensanthrone should read chlor-benzanthrone; and that the said Letters Patent should be read with these corrections therein that the same may conform to the record of the case in the Patent ()flice.

/ Signed and sealed this 3d'day of July, A. D., i906.

[sEAn] E. B. MOORE,

v I Acting Commi sioner of Patents.

Co rrections in Letters Patent No. 818.336.

tained by treatin chlor-benzanthrone with set our hands in the presence of two subscribcaustic alkali, W "ch coloring-matter disl ing witnesses. solves in concentrated sulfuric acid yielding a violet-brown solution, and which dissolves in alkaline hydrosulfite yielding a bluish-red vat which dyes vegetable fiber substantively l Witnesses:

OSCAR BALLY. HUGO WOLFF.

yielding blue shades. ERNEST F. EHRHARDT,

In testimony whereof we have hereunto J. ALEO. LLOYD.

It is hereby certified that :in ,Letters Patent No. 818,336, granted April 17, 1906, upon the application of Oscar Bally, of Mannheim, and Hugo Wolff, of Ludwigshafenon-the-Rhine, Gerniany, the title of the invention was erroneously written and printed Blue Dyes and Processes of Making Same, whereas the said title should have been written and printed Anthracene Dyes and Prdcesaes of Making Same, and in line 51, pagel, the compound word chlor-bensanthrone should read chlor-benzanthrone; and that the said Letters Patent should be read with these corrections therein that the same may conform to the record of the case in the Patent ()flice.

/ Signed and sealed this 3d'day of July, A. D., i906.

[sEAn] E. B. MOORE,

Acting Commi sioner of Patents.

It is hereby certified that in Letters Patent No 818,336, granted April 17, 1906,

upon the application of Oscar Bally, of Mannheim, and Hugo Wolfl', of Ludwigshafenon-the-Rhine Germany, the title of the invention was erroneously written and printed Blue Dyes and Processes of Making Same, whereas the said title should have been written and printed Anthrace e Dyes and Prdcesses of Making Same, and in line 51, pagell,

the compound word chlor-bensanthrone should read chlor-be'nzanthrone; and that the said Letters Patent should be read with these corrections therein that the same may conform to the record of the case in the Patent Ofiice.

Signed and sealed this 36 day of July, A. 1)., i906.

E. B. MOORE,

Acting Commimloner of Patents.

[SEAL] 

